Co-operators – Assurances Daniel Lebrun Insurance Inc.
Rockland, Ontario
The Opportunity
This is not a passive insurance servicing role where someone simply waits for phone calls and processes transactions all day.
This is a proactive, relationship-driven insurance position for someone who enjoys working with people, building trust, identifying opportunities, and becoming part of a respected local agency with deep community roots.
If you are bilingual, experienced in general insurance, and looking for a long-term opportunity where client service and growth both matter, this opportunity may align well with your next career move.
Co-operators – Assurances Daniel Lebrun Insurance Inc. services approximately 1,300+ households and has built a strong reputation through responsiveness, professionalism, and long-term client relationships. Clients stay because they trust the people behind the service. The agency operates with a strong client-first mindset while maintaining a collaborative and community-oriented environment.
The office is now hiring an Associate Insurance Specialist following an upcoming retirement. This role is intended for someone who wants to contribute beyond traditional service work. The right person will help strengthen relationships with existing clients while also identifying opportunities to support additional insurance needs across home, auto, commercial, and farm insurance. This is not a fully remote role.
This role combines client service, relationship management, and proactive business development. Servicing clients remains important, but this is not strictly an administrative insurance role. The agency is looking for someone comfortable initiating client reviews, uncovering opportunities, asking thoughtful questions, and contributing to the ongoing growth of the business.
Commercial and farm insurance experience would be considered a strong asset. The agency is also looking for someone who understands the value of community involvement and relationship-building over the long term.
The work environment is independent but supported. Team members are trusted to take ownership of their responsibilities while maintaining strong collaboration and communication within the office. Professionalism, accountability, responsiveness, and follow-through are all important.
This opportunity is well suited for someone who:
- Enjoys balancing client service with proactive relationship building
- Naturally builds trust with clients
- Is self-motivated and takes ownership of their work
- Values long-term stability and growth
- Wants to contribute to a collaborative team environment
- Understands the importance of responsiveness and follow-through
This role is likely NOT fit for someone who:
- Only wants transactional service work
- Is uncomfortable with proactive client outreach
- Prefers a fully remote or desk-only role
- Needs constant supervision or direction
- Is looking for a short-term stepping-stone position
Location & Work Structure
- Based in Rockland, Ontario
- Hybrid work structure
- Minimum expectation of 1–2 days per week in-office
- Flexible scheduling depending on client responsibilities
- Emphasis on client interaction and relationship-building
Key Responsibilities
- Service and manage existing client relationships
- Conduct client reviews and identify additional coverage needs
- Support renewals and policy changes
- Identify cross-selling and upselling opportunities
- Support commercial and farm insurance growth
- Maintain strong responsiveness standards, including timely client follow-up
- Participate in community and networking activities
- Collaborate closely with leadership and team members
- Maintain accurate documentation and compliance standards
About You
You are proactive, professional, and relationship-oriented. You are comfortable speaking with clients, identifying opportunities naturally, and building long-term trust. You take pride in being responsive, organized, and dependable.
You likely already have insurance experience and understand how to balance service responsibilities with growth expectations. You are independent, accountable, and comfortable working within a smaller team environment where contribution matters.
Licensing & Qualifications
Required
- General Insurance License (OTL)
- Minimum 2 years of insurance experience
- Bilingual (English/French)
Preferred
- Commercial insurance experience
- Farm insurance experience
Compensation & Benefits
- Base Salary: $40,000 – $55,000
- Total First-Year Compensation Potential: $60,000 – $85,000
- Performance-based commission structure
- Full benefits package including health, dental, and prescription coverage
Career Growth
This role offers long-term opportunity within an established and growing agency. The agency values people who want to contribute, grow professionally, and build long-term relationships within both the business and the community.
Training & Development
- Structured onboarding support
- Ongoing coaching and mentorship
- Support with long-term development within the agency
About the Hiring Process
This hiring process is being managed by Leading Advisor, a firm specializing in structured hiring for financial and insurance agencies. Qualified candidates will be guided through a professional, multi-step process.
Apply
If this opportunity aligns with your experience and career direction, we invite you to apply.
Please submit:
Only candidates selected for the next step will be contacted.
This role is for someone who wants to contribute meaningfully within a respected insurance agency while building long-term client relationships and professional growth. If you are looking for stability, accountability, growth opportunity, and a relationship-driven environment, this may be the right opportunity for you.
Job Type: Full-time
Pay: $40,000.00-$85,000.00 per year
Benefits:
- Dental care
- Disability insurance
- Extended health care
- Vision care
Application question(s):
- Are you able to communicate professionally in both English and French?
- Yes – fully comfortable in both
- Yes – conversational in French
- No
- This role offers a base salary of $40,000–$55,000 plus commission (first-year total approximately $60,000–$85,000). Does this align with your expectations?
- Yes
- No
- Are you able to work a hybrid schedule, including time in the office and time meeting clients in the field?
- Yes
- No
- Do you currently hold a valid General Insurance License (OTL) in Ontario?
Yes
No
- How many years of general insurance experience do you have?
Less than 1 year
1–2 years
2–5 years
5+ years
- Do you have experience working with commercial insurance clients?
Yes
No
- Do you have experience working with farm insurance clients?
Yes
No
- This role requires proactive communication with clients, including conducting client reviews and identifying opportunities. Are you comfortable with this type of client interaction?
- This role is not fully remote and requires regular in-office and client-facing interaction. Are you comfortable with this work structure?
Yes
No
- Which best describes the type of role you are looking for?
Primarily administrative/service work
A balance of client service and relationship-building
Primarily sales-focused work
Work Location: Hybrid remote in Rockland, ON
